2. The data below correspond to a molecule with the formula C10H12O Use the data to solve the structure and answer the questions below (the questions will help you solve the structure). Show as much work as you can, and make sure it is easy to follow a. How was the IR used to determine part of the structure? Reference wavenumbers in your answer. b. Briefly explain how the peak at 2.7 ppm was used to determine part of the structure. C. Give a complete structure for the molecule. Circle your answer d. Label the carbons on your structure with approximate chemical shifts for the peaks they correspond to on the 13C NMR. LO0 4000 3000 2000 1500 1000 500 wavenumber (cm*) H NMR data for spectrum on next page: Chemical shift Relative areas 6.9 1 6.7 1 2.7 1 2.5 1.5 1.1 1.5 TRANSMITTANCEI 21

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Chapter1: Chemical Foundations
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The image shows two NMR (Nuclear Magnetic Resonance) spectra:

1. **Top Graph: Proton NMR Spectrum**
   - **Horizontal Axis (PPM):** The x-axis represents the chemical shift in parts per million (PPM), ranging from 8 to 0 PPM.
   - **Peaks:**
     - Multiple peaks are observed between 7-6 PPM, indicating aromatic hydrogen atoms.
     - A large peak is present around 3-2 PPM, typically associated with alkyl groups or electronegative substituents.
     - Additional small peaks are seen around 1-0 PPM, often associated with methyl groups.

2. **Bottom Graph: Carbon-13 NMR Spectrum**
   - **Horizontal Axis (PPM):** The x-axis covers a range from 220 to 0 PPM.
   - **Peaks:**
     - Distinct peaks are observed at different intervals, such as 200-180 PPM, which can indicate carbonyl carbons.
     - Peaks around 140-120 PPM could point to aromatic carbons.
     - Other peaks between 60-0 PPM likely correspond to aliphatic carbons.

These spectra provide insight into the structural components of an organic compound by identifying various hydrogen and carbon environments.
Transcribed Image Text:The image shows two NMR (Nuclear Magnetic Resonance) spectra: 1. **Top Graph: Proton NMR Spectrum** - **Horizontal Axis (PPM):** The x-axis represents the chemical shift in parts per million (PPM), ranging from 8 to 0 PPM. - **Peaks:** - Multiple peaks are observed between 7-6 PPM, indicating aromatic hydrogen atoms. - A large peak is present around 3-2 PPM, typically associated with alkyl groups or electronegative substituents. - Additional small peaks are seen around 1-0 PPM, often associated with methyl groups. 2. **Bottom Graph: Carbon-13 NMR Spectrum** - **Horizontal Axis (PPM):** The x-axis covers a range from 220 to 0 PPM. - **Peaks:** - Distinct peaks are observed at different intervals, such as 200-180 PPM, which can indicate carbonyl carbons. - Peaks around 140-120 PPM could point to aromatic carbons. - Other peaks between 60-0 PPM likely correspond to aliphatic carbons. These spectra provide insight into the structural components of an organic compound by identifying various hydrogen and carbon environments.
## Question 2

The data below correspond to a molecule with the formula C₁₀H₁₂O. Use the data to solve the structure and answer the questions below (the questions will help you solve the structure). Show as much work as you can, and make sure it is easy to follow.

a. How was the IR used to determine part of the structure? Reference wavenumbers in your answer.

b. Briefly explain how the peak at 2.7 ppm was used to determine part of the structure.

c. Give a complete structure for the molecule. Circle your answer.

d. Label the carbons on your structure with approximate chemical shifts for the peaks they correspond to on the ¹³C NMR.

### IR Spectrum Analysis

- **Graph:** The IR spectrum graph shows transmittance (%) on the Y-axis and wavenumber (cm⁻¹) on the X-axis, ranging from 4000 to 500 cm⁻¹.

### ¹H NMR Data

| Chemical Shift (ppm) | Relative Areas |
|----------------------|----------------|
| 6.9                  | 1              |
| 6.7                  | 1              |
| 2.7                  | 1              |
| 2.5                  | 1.5            |
| 1.1                  | 1.5            |

This data will aid in structural determination of the molecule.
Transcribed Image Text:## Question 2 The data below correspond to a molecule with the formula C₁₀H₁₂O. Use the data to solve the structure and answer the questions below (the questions will help you solve the structure). Show as much work as you can, and make sure it is easy to follow. a. How was the IR used to determine part of the structure? Reference wavenumbers in your answer. b. Briefly explain how the peak at 2.7 ppm was used to determine part of the structure. c. Give a complete structure for the molecule. Circle your answer. d. Label the carbons on your structure with approximate chemical shifts for the peaks they correspond to on the ¹³C NMR. ### IR Spectrum Analysis - **Graph:** The IR spectrum graph shows transmittance (%) on the Y-axis and wavenumber (cm⁻¹) on the X-axis, ranging from 4000 to 500 cm⁻¹. ### ¹H NMR Data | Chemical Shift (ppm) | Relative Areas | |----------------------|----------------| | 6.9 | 1 | | 6.7 | 1 | | 2.7 | 1 | | 2.5 | 1.5 | | 1.1 | 1.5 | This data will aid in structural determination of the molecule.
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